NAV

Sulfabenzamide

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Summary

Sulfabenzamide is a sulfonamide antibacterial used as an ingredient in various topical and vaginal preparations to treat certain infections, but has been discontinued by the FDA.

Generic Name
Sulfabenzamide
DrugBank Accession Number
DB09355
Background

Sulfabenzamide is an antimicrobial agent often used in conjunction with sulfathiazole and sulfacetamide as a topical intravaginal antibacterial preparation.

Type
Small Molecule
Groups
Approved
Structure
3D
Similar Structures
Weight
Average: 276.311
Monoisotopic: 276.05686295
Chemical Formula
C13H12N2O3S
Synonyms
  • N-Benzoylsulfanilamide
  • N-Sulfanilylbenzamide
  • Sulfabenzamida
  • Sulfabenzamide
  • Sulfabenzamidum
  • Sulfabenzoylamide
  • Sulfamylbenzamide
External IDs
  • BRN 2139003
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Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
Not Available
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
Not Available

Products

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Product Ingredients
IngredientUNIICASInChI Key
Sulfabenzamide sodiumZY48TOH8CR7257-44-5PUTNOWNJUKOGEY-UHFFFAOYSA-M
Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
Gyne-SulfSulfabenzamide (3.7 g/100g) + Sulfacetamide (2.86 g/100g) + Sulfathiazole (3.42 g/100g)CreamVaginalGW Laboratories, Inc.1983-08-031995-09-01US flag
Triple SulfaSulfabenzamide (3.7 g/100g) + Sulfacetamide (2.86 g/100g) + Sulfathiazole (3.42 g/100g)CreamVaginalPhysicians Total Care, Inc.1989-02-012004-06-30US flag

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as aminobenzenesulfonamides. These are organic compounds containing a benzenesulfonamide moiety with an amine group attached to the benzene ring.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Benzenesulfonamides
Direct Parent
Aminobenzenesulfonamides
Alternative Parents
Benzoic acids and derivatives / Benzenesulfonyl compounds / Benzoyl derivatives / Aniline and substituted anilines / Organosulfonic acids and derivatives / Aminosulfonyl compounds / Amino acids and derivatives / Primary amines / Organopnictogen compounds / Organooxygen compounds
show 2 more
Substituents
Amine / Amino acid or derivatives / Aminobenzenesulfonamide / Aminosulfonyl compound / Aniline or substituted anilines / Aromatic homomonocyclic compound / Benzenesulfonyl group / Benzoic acid or derivatives / Benzoyl / Carboxylic acid derivative
show 12 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
G58F8OPL4I
CAS number
127-71-9
InChI Key
PBCZLFBEBARBBI-UHFFFAOYSA-N
InChI
InChI=1S/C13H12N2O3S/c14-11-6-8-12(9-7-11)19(17,18)15-13(16)10-4-2-1-3-5-10/h1-9H,14H2,(H,15,16)
IUPAC Name
N-(4-aminobenzenesulfonyl)benzamide
SMILES
NC1=CC=C(C=C1)S(=O)(=O)NC(=O)C1=CC=CC=C1

References

General References
Not Available
ChemSpider
5128
RxNav
37320
ChEBI
94677
ChEMBL
CHEMBL1243
ZINC
ZINC000005421253
PDBe Ligand
BS4
Wikipedia
Sulfabenzamide
PDB Entries
3rcf

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
CreamVaginal
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.134 mg/mLALOGPS
logP1.69ALOGPS
logP1.59Chemaxon
logS-3.3ALOGPS
pKa (Strongest Acidic)4.32Chemaxon
pKa (Strongest Basic)2.09Chemaxon
Physiological Charge-1Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area89.26 Å2Chemaxon
Rotatable Bond Count2Chemaxon
Refractivity73.15 m3·mol-1Chemaxon
Polarizability27.32 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
LC-MS/MS Spectrum - LC-ESI-qTof , PositiveLC-MS/MSsplash10-0a4i-5911000000-08923f993473cf2b51bf
MS/MS Spectrum - , positiveLC-MS/MSsplash10-0a4i-5911000000-08923f993473cf2b51bf
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-0910000000-fe8f2364a0710c16b0f1
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-00fr-0970000000-3fb74f64ef71b6c15b33
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-0190000000-019b2b0231bc078a3284
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a6r-2930000000-511a61fb6bbd088f0070
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-0097-6590000000-45feaa02eb85ae5f76a3
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0gb9-9310000000-3feeb279e438233b6a19
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-169.304162
predicted
DarkChem Lite v0.1.0
[M-H]-161.51328
predicted
DeepCCS 1.0 (2019)
[M+H]+168.894962
predicted
DarkChem Lite v0.1.0
[M+H]+163.87126
predicted
DeepCCS 1.0 (2019)
[M+Na]+169.9644
predicted
DeepCCS 1.0 (2019)

Drug created at November 30, 2015 19:10 / Updated at February 21, 2021 18:52